Journal of Chemical Sciences p. 101 - 107 (2013)
Update date:2022-07-29
Topics:
Dindulkar, Someshwar D.
Kwan, Baek
Lim, Kwon Taek
Jeong, Yeon Tae
An efficient process has been developed for the synthesis of propargylamines via a three-component coupling reaction of aldehyde, secondary alicyclic amine and alkyne (A3) under solvent-free condition using lithium triflate (LiOTf) as expeditious reusable catalyst. This one-pot transformation generates one C-C and one C-N bond, which presumably proceeds by lithium acetylide as well as formation of iminium ion in situ and then undergoes nucleophilic addition to the iminium ion to give the propargyl amine. The solvent-free condition, easy recovery of the catalyst, simple, user-friendly and quantitative yield in short time renders the protocol economic and reasonable.
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